EP0593711B1 - Verfahren zur färbung von keratinfasern in alkalischem milieu mit hilfe von 2-substituierten para-aminophenolen in kombination mit 6- oder 7- hydroxyindol, und entsprechende zusammensetzungen - Google Patents

Verfahren zur färbung von keratinfasern in alkalischem milieu mit hilfe von 2-substituierten para-aminophenolen in kombination mit 6- oder 7- hydroxyindol, und entsprechende zusammensetzungen Download PDF

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Publication number
EP0593711B1
EP0593711B1 EP93909002A EP93909002A EP0593711B1 EP 0593711 B1 EP0593711 B1 EP 0593711B1 EP 93909002 A EP93909002 A EP 93909002A EP 93909002 A EP93909002 A EP 93909002A EP 0593711 B1 EP0593711 B1 EP 0593711B1
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EP
European Patent Office
Prior art keywords
composition
hydroxyindole
aminophenol
process according
agents
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EP93909002A
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English (en)
French (fr)
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EP0593711A1 (de
Inventor
Jean Cotteret
Marie Pascale Audousset
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LOreal SA
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LOreal SA
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/10—Preparations for permanently dyeing the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41—Amines
    • A61K8/415—Aminophenols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4913—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid
    • A61K8/492—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid having condensed rings, e.g. indol

Definitions

  • the present invention relates to a new process for dyeing keratin fibers and in particular human keratin fibers, using paraaminophenols substituted in position 2 in combination with 6-or 7-hydroxyindole and an oxidizing agent in an alkaline medium, and to the compositions used during this process.
  • oxidation bases in particular ortho or paraphenylenediamines of ortho or paraaminophenols
  • couplers also called color modifiers, more particularly aromatic meta-phenylenediamines, meta-aminophenols and meta-diphenols, which make it possible to modify and enhance the background colors obtained by the condensation products of the oxidation bases.
  • oxidation dye precursors are also sought, as are couplers which make it possible to impart to the hair a coloring having a satisfactory resistance to light, washing, weathering, perspiration. and to the different treatments that the hair can undergo, and to obtain a wide range of shades of coloring.
  • a dyeing process for dyeing keratin fibers in an acid medium is described in patent FR 2 659 228 of the applicant, as using a composition containing, as coupler, 6-hydroxyindole, 7-hydroxyindole or their derived with oxidation dye precursors such as paraaminophenols.
  • a composition containing, as coupler, 6-hydroxyindole, 7-hydroxyindole or their derived with oxidation dye precursors such as paraaminophenols did not provide, after application to the fibers, a sufficiently resistant coloring.
  • the present invention therefore relates to a process for dyeing keratin fibers, in particular human keratin fibers such as the hair, comprising the application to these fibers of at least as oxidation dye precursor, a substituted paraaminophenol in position 2 of formula (I) below, as a coupler, 6-hydroxyindole or 7-hydroxyindole and an oxidizing agent, at alkaline pH.
  • a subject of the invention is also a two-component dyeing agent, one of the components of which comprises the oxidation dye precursor of formula (I) defined below and 6- or 7-hydroxyindole, and the other the oxidizing agent.
  • Another subject of the invention relates to the ready-to-use composition containing the various agents used for dyeing, in an alkaline medium, keratin fibers.
  • the invention also relates to dyeing kits or "kits”, with several components, making it possible to implement the process indicated above.
  • the process for dyeing keratin fibers and in particular human keratin fibers such as the hair, in accordance with the invention is essentially characterized in that at least one paraaminophenol substituted in position 2 of formula (I) is applied to these fibers ) in which : Y represents an oxygen atom or a sulfur atom, R represents a C1-C4 alkyl, C1-C4 monohydroxyalkyl or C2-C4 polyhydroxyalkyl radical, as well as their addition salts with an acid; 6-hydroxyindole and / or 7-hydroxyindole; the color being revealed at a pH greater than 7, using an oxidizing agent.
  • At least one composition (A) containing, in a medium suitable for dyeing, at least one paraaminophenol substituted in position 2 of formula (2) is applied to the keratin fibers and in particular the human keratin fibers.
  • the C1-C4 alkyl radical denotes the methyl, ethyl, propyl, isopropyl, butyl, isobutyl radicals
  • the mono or polyhydroxyalkyl radical denotes -CH2-CH2OH, -CH2-CHOH-CH2-OH, -CH2-CHOH-CH3
  • the acid salts corresponding to the paraaminophenol compounds of general formula (I) are preferably chosen from hydrochlorides, sulfates, hydrobromides or tartrates.
  • the oxidizing agent is preferably chosen from peroxide hydrogen, peroxide duration, alkali metal bromates, persalts such as perborates and persulfates. Hydrogen peroxide is particularly preferred.
  • Composition (A) which contains, as oxidation dye precursor, at least one paraaminophenol of formula (I) and 6-hydroxyindole and / or 7-hydroxyindole as coupler, can have a pH of between 3 and 10.5 and can be adjusted to the value chosen by means of basifying agents usually used in dyeing keratin fibers, such as ammonia, alkali carbonates, alkanolamines such as mono-, di- and triethanolamines as well as their derivatives, sodium or potassium hydroxides, or conventional acidifying agents, such as mineral or organic acids, such as hydrochloric, tartaric, citric and phosphoric acids.
  • basifying agents usually used in dyeing keratin fibers, such as ammonia, alkali carbonates, alkanolamines such as mono-, di- and triethanolamines as well as their derivatives, sodium or potassium hydroxides, or conventional acidifying agents, such as mineral or organic acids, such as hydrochloric, tartaric, citric and phosphoric
  • the pH of the composition (B) containing the oxidizing agent as defined above is such that after mixing with the composition A, the pH of the mixture is greater than 7 and preferably between 8 and 11.
  • the compounds of formula (I) are present in the composition applied to the keratin fibers, in proportions preferably between 0.05 and 3.5% by weight relative to the total weight of the composition; 6-hydroxyindole and / or 7-hydroxyindole are present therein in proportions of between 0.01 and 4% by weight relative to the total weight of the composition.
  • the dye compositions defined above and used in the dyeing process of the invention may also contain, in addition to the paraaminophenol of formula (I) defined above, other precursors of oxidation dyes para and / or ortho known in themselves.
  • ortho or para type oxidation dye precursors can be chosen from paraphenylenediamines, paraaminophenols other than those of formula (I), heterocyclic para precursors derived from pyridine or pyrimidine, such as 2,5- diaminopyridine, 2-hydroxy 5-aminopyridine, 2,4,5,6-tetraaminopyrimidine, 4,5-diamino 1-methylpyrazole, 2-dimethylamino 4,5,6-triaminopyrimidine, orthoaminophenols and so-called "double" bases.
  • R1, R2, R3, identical or different represent a hydrogen or halogen atom, a C1-C4 alkyl radical, a C1-C4 alkoxy radical, a carboxy, sulfo or C1-C4 hydroxyalkyl radical
  • R4 and R5, identical or different represent a hydrogen atom, an alkyl, hydroxyalkyl, alkoxyalkyl, carbamylalkyl, mesylaminoalkyl, acetylaminoalkyl, ureidoalkyl, carbalkoxyaminoalkyl, sulfoalkyl, piperidinoalkyl, morpholinoalkyl, or phenyl group optionally substituted by an amino group.
  • R4 and R5 form, together with the nitrogen atom to which they are linked, a piperidino or morpholino heterocycle, provided that R1 or R3 represents a hydrogen atom when R4 and R5 do not represent a hydrogen atom, as well as the salts of its compounds.
  • These alkyl or alkoxy groups have from 1 to 4 carbon atoms and denote in particular methyl, ethyl, propyl, methoxy and ethoxy.
  • paraphenylenediamine p-toluylenediamine, methoxyparaphenylenediamine, chloroparaphenylenediamine, 2,3-dimethylparaphenylenediamine, 2,6-dimethylparaphenylenediamine, 2,6-diethylparaphenylenediamine -dimethylparaphenylenediamine, 2-methyl 5-methoxyparaphenylenediamine, 2,6-dimethyl 5-methoxyparaphenylenediamine, N, N-dimethylparaphenylenediamine, N, N-diethylparaphenylenediamine, N, N-dipropylparaphenylen 3-methyl 4-amino N, N-diethylaniline, N, N-di- ( ⁇ -hydroxyethyl) paraphenylenediamine, 3-methyl 4-amino N, N-di- ( ⁇ -hydroxyethyl) aniline, 3-
  • paraphenylenediamines can be introduced into the dye composition, either in the form of the free base, or in the form of salts, such as hydrochloride, hydrobromide or sulfate.
  • paraaminophenols other than those of formula (I) mention may be made of p-aminophenol, 2-methyl 4-aminophenol, 2-chloro 4-aminophenol, 3-chloro 4-aminophenol, 2,6-dimethyl 4-aminophenol, 3,5-dimethyl 4-aminophenol, 2,3-dimethyl 4-aminophenol, 2,5-dimethyl 4-aminophenol 2- ( ⁇ -hydroxyethyl) 4-aminophenol, 2-methoxy 4 -aminophenol, 3-methoxy 4-aminophenol, 3- ( ⁇ -hydroxyethoxy) 4-aminophenol, 2-aminomethyl 4-aminophenol 2- ⁇ -hydroxyethylaminomethyl 4-aminophenol.
  • the so-called "double" bases are bis-phenylalkylenediamines, corresponding to the formula: in which : Z1 and Z2, identical or different, represent hydroxyl groups or NHR10, where R10 denotes a hydrogen atom or a lower alkyl radical; R7 and R8, identical or different, represent either hydrogen atoms, or halogen atoms, or also alkyl radicals; R6 and R9, identical or different, represent a hydrogen atom, an alkyl, hydroxyalkyl or aminoalkyl radical, in which the amino residue may be substituted; Y 'represents a radical taken from the group consisting of the following radicals: - (CH2) n -, - (CH2) m -O- (CH2) m -, - (CH2) q -CHOH- (CH2) q -, in which n is an integer between 0 and 8 and m, q and p are integers between 0 and 4, this base can also be in the
  • alkyl or alkoxy radicals preferably denote a group having 1 to 4 carbon atoms and in particular methyl, ethyl, propyl, methoxy and ethoxy.
  • the oxidation dye precursors of the ortho type are chosen from orthoaminophenols, such as 1-amino 2-hydroxybenzene, 6-methyl 1-hydroxy 2-aminobenzene, 4-methyl 1-amino 2-hydroxyhenzene, and orthophenylenediamines .
  • compositions defined above, applied in the dyeing of keratin fibers may also contain, in addition to 6-hydroxyindole and / or 7-hydroxyindole used as couplers, other couplers known in themselves, such as metadiphenols, metaaminophenols, metaphenylenediamines, metaacylaminophenols, metauridophenols, metacarbalcoxyaminophenols, ⁇ -naphthol, couplers having an active methylene group, such as ⁇ -ketone compounds, pyrazolones.
  • couplers having an active methylene group, such as ⁇ -ketone compounds, pyrazolones.
  • Couplers mention may more particularly be made of 2,4-dihydroxyphenoxyethanol, 2,4-dihydroxyanisole, metaaminophenol, resorcinol monomethyl ether, resorcinol 2-methyl-resorcinol, 2-methyl 5-aminophenol, 2 -methyl 5-N- ( ⁇ -hydroxyethyl) aminophenol, 2-methyl 5-N- ( ⁇ -mesylaminoethyl) aminophenol, 2,6-dimethyl 3-aminophenol, 6-hydroxybenzomorpholine, 2,4-diaminoanisole, 2,4-diaminophenoxyethanol, 6-aminobenzomorpholine, [2- ( ⁇ -hydroxyethyl) amino 4-amino] -phenoxyethanol, 2-amino 4- ( ⁇ -hydroxyethyl) amino anisole, (2,4-diamino ) phenyl- ⁇ - ⁇ -dihydroxypropylether, 2,4-diaminophenoxyethylamine, 1,3-d
  • compositions as is well known in the state of the art, in particular with a view to nuancing or enriching with reflections the colors provided by the paraaminophenol associated with 6-hydroxyindole and / or 7-hydroxyindole, direct dyes such as azo dyes, anthraquinones or nitro derivatives of the benzene series.
  • the set of dye precursors by para and / or ortho type oxidation, as well as the couplers used in the dye compositions used in the process according to the invention preferably represent from 0.3 to 7% by weight per relative to the weight of said composition.
  • the dye compositions used in the process according to the invention also contain, in their preferred embodiment, anionic, cationic, nonionic, amphoteric surfactants or mixtures thereof.
  • anionic, cationic, nonionic, amphoteric surfactants or mixtures thereof mention may be made of alkylbenzenesulfonates, alkylnaphthalenesulfonates, sulfates, ethersulfates and sulfonates of fatty alcohols, quaternary ammonium salts, such as trimethylketylammonium bromide, cetylpyridinium bromide, ethanolamides optionally oxyethylenated fatty acids, polyoxyethylenated acids, alcohols or amines, polyglycerolated fatty alcohols, polyoxyethylenated or polyglycerolated alkylphenols, as well as polyoxyethylenated alkylsulfates.
  • surfactants are present in the compositions in proportions of between 0.5 and 55% by weight, and preferably between 2 and 50% by weight relative to the total weight of the composition.
  • compositions can also contain organic solvents to dissolve the components which are not sufficiently soluble in water.
  • organic solvents such as lower C1-C4 alkanols, such as ethanol and isopropanol; glycerol; glycols or glycol ethers such as 2-butoxyethanol, ethylene glycol, propylene glycol, monoethyl ether and monomethyl ether of diethylene glycol, as well as aromatic alcohols such as benzyl alcohol or phenoxyethanol, analogous products and their mixtures.
  • the solvents are preferably present in proportions of between 1 and 40% by weight, and in particular between 5 and 30% by weight relative to the total weight of the composition.
  • the thickening agents which can be added to the compositions used in the process according to the invention can be chosen from sodium alginate, gum arabic, optionally crosslinked acrylic acid polymers, cellulose derivatives, heterobiopolysaccharides such as xanthan gum, mineral thickening agents such as bentonite can also be used.
  • thickening agents are preferably present in proportions of between 0.1 and 5%, and in particular between 0.2 and 3% by weight relative to the total weight of the composition.
  • antioxidant agents which may be present in the compositions are chosen in particular from sodium sulfite, thioglycolic acid, sodium bisulfite, dehydroascorbic acid, hydroquinone and homogentisic acid.
  • antioxidant agents are present in the composition in proportions of between 0.05 and 1.5% by weight relative to the total weight of the composition.
  • compositions can also contain other cosmetically acceptable adjuvants, such as, for example, penetration agents, sequestering agents, perfumes, buffers, dispersing agents, treatment agents, conditioning agents, film-forming agents, preservatives, clouding agents ...
  • cosmetically acceptable adjuvants such as, for example, penetration agents, sequestering agents, perfumes, buffers, dispersing agents, treatment agents, conditioning agents, film-forming agents, preservatives, clouding agents ...
  • composition applied to the hair may be in various forms, such as in the form of a liquid, cream, gel or in any other form suitable for dyeing the hair.
  • These compositions can be packaged under pressure in aerosol bottles in the presence of a propellant and form foams.
  • a subject of the invention is also the ready-to-use composition used in the process defined above.
  • the method comprises a preliminary step consisting in storing in separate form, on the one hand, the composition containing in a medium suitable for dyeing at least as oxidation dye precursor, a paraaminophenol corresponding to formula (I) defined above and as a coupler, 6-hydroxyindole and / or 7-hydroxyindole in the form of a component (A) and, on the other hand, a composition containing the oxidizing agent as defined above in the form of a component (B), and to proceed with their extemporaneous mixing before applying this mixture to the keratin fibers, as indicated above, the resulting composition having a pH value greater than 7 and preferably between 8 and 11.
  • the dyeing process consists in applying the mixture obtained to the hair, leaving it on for 10 to 40 minutes, preferably 15 to 30 minutes, then rinsing the hair, washing it with shampoo, rinsing it again. and dry them.
  • compositions containing the paraaminophenol of formula (I), the 6-hydroxyindole and / or the 7-hydroxyindole and the oxidizing agent which can be introduced, just before the application, in the composition applied in the second step or else be added to the keratin fibers in a third step, so that the mixture forming in situ at the fibers has a pH greater than 7, the conditions of laying, washing and drying being the same as before.
  • a subject of the invention is also an agent for dyeing keratin fibers, in particular human hair, essentially characterized in that it comprises at least two components, one of the components consisting of the composition (A) defined below above and the other being constituted by composition (B) also defined above, the pH of the compositions (A) and (B) being such that after mixing in proportions of 90 to 10% for the composition (A) and from 10 to 90% for the composition (B), the resulting composition has a pH greater than 7, and preferably between 8 and 11.
  • composition applied to the keratin fibers results in particular from a mixture of 10 to 90% of component (A) with 90 to 10% of component (B) containing an oxidizing agent and has a pH greater than 7 and preferably between 8 and 11.
  • This two-component dyeing agent can be packaged in a multi-compartment device or dye kit which constitutes another object of the invention, or any other multi-compartment packaging system in which one of the compartments contains the component (A ) and the second compartment contains the component (B); these devices being able to be equipped with a means making it possible to deliver the desired mixture onto the hair, such as the devices described more particularly in patent US Pat.
  • Hair dyeing is carried out by applying to permanent or non-permanent hair, gray with 90% white, an extemporaneous mixture of the coloring composition (A) and the oxidizing composition (B).

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Claims (19)

  1. Verfahren zur Färbung keratinischer Fasern, insbesondere menschlicher keratinischer Fasern wie der Haare,
    dadurch gekennzeichnet,
    daß man auf diese Fasern mindestens ein in Position 2 substituiertes p-Aminophenol der Formel:
    Figure imgb0010
     worin Y ein Sauerstoff- oder Schwefelatom und
    R einen C₁₋₄-Alkyl-, Monohydroxy-C₁₋₄-alkyl- oder Polyhydroxy-C₂₋₄-alkyl-Rest darstellen, wobei deren Additionssalze mit einer Säure eingeschlossen sind, und 6-Hydroxyindol und/oder 7-Hydroxyindol aufbringt,
    wobei die Farbe bei einem alkalischen pH-Wert und mit einem oxidierenden Mittel entwickelt wird.
  2. Verfahren gemäß Anspruch 1,
    dadurch gekennzeichnet,
    daß man auf die keratinischen Fasern, insbesondere die menschlichen keratinischen Fasern, mindestens eine Zusammensetzung (A), die, in einem zur Färbung geeigneten Milieu, als Oxidationsfarbstoff-Vorstufenverbindung mindestens ein in Position 2 substituiertes p-Aminophenol der Formel (I) und 6-Hydroxyindol und/oder 7-Hydroxyindol als Kuppler enthält, aufbringt,
    wobei die Farbe bei alkalischem pH-Wert und mit einem oxidierenden Mittel entwickelt wird, das in der Zusammensetzung (A) vorhanden ist oder, gleichzeitig oder nacheinander, in getrennter Form mittels einer Zusammensetzung (B) aufgebracht wird, die es in einem zur Färbung geeigneten Milieu enthält.
  3. Verfahren gemäß Anspruch 1 oder 2,
    dadurch gekennzeichnet,
    daß das oxidierende Mittel aus Wasserstoffperoxid, Harnstoffperoxid, Alkalimetallbromaten und Persalzen ausgewählt ist.
  4. Verfahren gemäß jedem der Ansprüche 1 bis 3,
    dadurch gekennzeichnet,
    daß in den Verbindungen der Formel (I) der Rest R einen Methyl-, Ethyl-, Propyl-, Isopropyl-, Butyl-, Isobutyl-, oder einen Mono- oder Polyhydroxyalkyl-Rest bedeutet, ausgewählt aus:

            -CH₂-CH₂OH, -CH₂-CHOH-CH₂-OH, -CH₂-CHOH-CH₃.

  5. Verfahren gemäß jedem der Ansprüche 1 bis 4,
    dadurch gekennzeichnet,
    daß die Verbindungen der Formel (I) aus den folgenden Verbindungen ausgewählt sind:
    - 2-Methoxmethyl-4-aminophenol
    - 2-Ethoxymethyl-4-aminophenol
    - 2-Propoxymethyl-4-aminophenol
    - 2-Isopropoxymethyl-4-aminophenol
    - 2-(β-Hydroxyethoxymethyl)-4-aminophenol
    - 2-Methylthiomethyl-4-aminophenol
    - 2-(β-Hydroxyethylthiomethyl)-4-aminophenol
    - 2-(β,γ-Dihydroxypropylthiomethyl)-4-aminophenol
    und aus deren Salzen.
  6. Verfahren gemäß jedem der Ansprüche 1 bis 5,
    dadurch gekennzeichnet,
    daß man auf die keratinischen Fasern 6-Hydroxyindol als Kuppler aufbringt.
  7. Verfahren gemäß jedem der Ansprüche 1 bis 6,
    dadurch gekennzeichnet,
    daß der pH-Wert von der oder den auf die keratinischen Fasern aufgebrachten Zusammensetzung(en) so eingestellt ist, daß der Wert des auf den Fasern endgültig vorherrschenden pH-Wertes 8 bis 11 beträgt.
  8. Verfahren gemäß jedem der Ansprüche 2 bis 7,
    dadurch gekennzeichnet,
    daß die Zusammensetzung (A) 0,05 bis 3,5 Gew.-%, bezogen auf das Gesamtgewicht der Zusammensetzung, mindestens einer Verbindung der Formel (I) enthält.
  9. Verfahren gemäß jedem der Ansprüche 2 bis 8,
    dadurch gekennzeichnet,
    daß die Zusammensetzung (A) 0,01 bis 4 Gew.-% 6-Hydroxyindol und/oder 7-Hydroxyindol enthält, bezogen auf das Gesamtgewicht der Zusammensetzung.
  10. Verfahren gemäß jedem der Ansprüche 2 bis 9,
    dadurch gekennzeichnet,
    daß die Zusammensetzung (A) außer dem p-Aminophenol der oben definierten Formel (I) weitere Oxidationsfarbstoff-Vorstufenverbindungen vom o- oder p-Typ enthält, die aus p-Phenylendiaminen, p-Aminophenolen, die sich von denen der Formel (I) unterscheiden, aus heterocyclischen Vorstufenverbindungen aus para-Derivaten des Pyridins oder Pyrimidins, o-Aminophenolen, o-Phenylendiaminen und aus Bisphenylalkylendiaminen ausgewählt sind.
  11. Verfahren gemäß jedem der Ansprüche 2 bis 10,
    dadurch gekennzeichnet,
    daß die Zusammensetzung (A) außer dem 6-Hydroxyindol und/oder 7-Hydroxyindol weitere Kuppler wie m-Aminophenole, m-Phenylendiamin, m-Acylaminophenole, m-Ureidophenole, m-Carbalkoxyaminophenole, α-Naphthol und Kuppler mit einer aktiven Methylen-Gruppe enthält.
  12. Verfahren gemäß jedem der Ansprüche 2 bis 11,
    dadurch gekennzeichnet,
    daß die Zusammensetzung (A) 0,3 bis 7 Gew.-% Oxidationsfarbstoff-Vorstufenverbindung des o- und/oder p-Typs und Kuppler enthält, bezogen auf das Gesamtgewicht der Zusammensetzung.
  13. Verfahren gemäß jedem der Ansprüche 2 bis 12,
    dadurch gekennzeichnet,
    daß die Zusammensetzung (A) kationische, anionische, nicht-ionische oder amphotere oberflächenaktive Mittel oder deren Mischungen in Konzentrationen von 0,5 bis 55 Gew.-%, bezogen auf das Gesamtgewicht der Zusammensetzung, organische Lösungsmittel in Konzentrationen von 1 bis 40 Gew.-%, bezogen auf das Gesamtgewicht der Zusammensetzung, Verdickungsmittel in Konzentrationen von 0,1 bis 5 Gew.-%, bezogen auf das Gesamtgewicht der Zusammensetzung, Antioxidantien in Mengenanteilen von 0,05 bis 1,5 Gew.-%, bezogen auf das Gesamtgewicht der Zusammensetzung, Direktfarbstoffe, Parfüm-Produkte, Sequestriermittel, filmbildende Mittel, Behandlungsmittel, Dispergiermittel, Konditioniermittel, Konservierungsmittel, opak machende Mittel sowie jedes weitere gewöhnlich in Färbezusammensetzungen verwendete Mittel enthält.
  14. Verfahren gemäß jedem der Ansprüche 2 bis 13,
    dadurch gekennzeichnet,
    daß die Zusammensetzungen (A) und (B) in Form einer Flüssigkeit, Creme, eines Gels oder in jeder weiteren Form vorliegen oder unter Druck in einem Aerosol-Fläschchen in Gegenwart eines Treibmittels zubereitet sein und Schäume bilden können.
  15. Verfahren gemäß Anspruch 1,
    dadurch gekennzeichnet,
    daß man auf die keratinischen Fasern und insbesondere die menschlichen Haare, in einer ersten Stufe, eine Zusammensetzung, die mindestens ein p-Aminophenol der Formel (I) enthält, und in einer zweiten Stufe eine Zusammensetzung aufbringt, die das 6-Hydroxyindol und/oder das 7-Hydroxyindol enthält, und daß man die Färbung mit einem oxidierenden Mittel entwickelt, das in dieser letzteren Zusammensetzung vorliegt, oder daß man dieses oxidierende Mittel auch in einer dritten Stufe aufbringt, wobei der sich auf der Faser bildende pH-Wert der Mischung oberhalb 7 liegt.
  16. Verfahren zur Oxidationsfärbung gemäß jedem der Ansprüche 1 bis 15,
    dadurch gekennzeichnet,
    daß man nach Aufbringung auf die keratinischen Fasern und insbesondere auf die menschlichen Haare die Mischung 10 bis 40 und vorzugsweise 15 bis 30 min lang verweilen läßt, die Haare spült, sie unter Schamponieren wäscht, erneut spült und trocknet.
  17. Mittel zur Färbung keratinischer Fasern, insbesondere der menschlichen Haare,
    dadurch gekennzeichnet,
    daß es mindestens zwei Bestandteile aufweist, wobei der eine der Bestandteile aus der in jedem der Ansprüche 2 bis 14 definierten Zusammensetzung (A) und der andere aus der ebenfalls in jedem der Ansprüche 2 bis 14 definierten Zusammensetzung (B) zusammengesetzt sind, und wobei der pH-Wert der Zusammensetzungen (A) und (B) so eingestellt ist, daß nach Vermischung in Mengenanteilen von 90 bis 10 % für die Zusammensetzung (A) und von 10 bis 90 % für die Zusammensetzung (B) die entstandene Zusammensetzung einen pH-Wert von mehr als 7 aufweist.
  18. Zusammensetzung zur Verwendung zur Färbung keratinischer Fasern bei basischem pH-Wert,
    dadurch gekennzeichnet,
    daß sie aus der Vermischung von 10 bis 90 % der in jedem der Ansprüche 2 bis 14 definierten Zusammensetzung (A) mit 90 bis 10 % der in jedem der Ansprüche 2 bis 14 definierten Zusammensetzung (B) entsteht und einen pH-Wert von mehr als 7 aufweist.
  19. Vorrichtung aus mehreren Bestandteilen oder Kit zur Färbung,
    dadurch gekennzeichnet,
    daß sie in einem ersten Teil die in jedem der Ansprüche 2 bis 14 definierte Zusammensetzung (A) und in einem zweiten Teil die in jedem der Ansprüche 2 bis 14 definierte Zusammensetzung (B) umfassen.
EP93909002A 1992-04-09 1993-04-07 Verfahren zur färbung von keratinfasern in alkalischem milieu mit hilfe von 2-substituierten para-aminophenolen in kombination mit 6- oder 7- hydroxyindol, und entsprechende zusammensetzungen Expired - Lifetime EP0593711B1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR9204346 1992-04-09
FR9204346A FR2689761B1 (fr) 1992-04-09 1992-04-09 Procede de teinture des fibres keratiniques en milieu alcalin mettant en óoeuvre des paraaminophenols substitues en position 2 en association avec le 6-ou 7-hydroxyindole et compositions mises en óoeuvre dans le procede.
PCT/FR1993/000349 WO1993020794A1 (fr) 1992-04-09 1993-04-07 Procede de teinture des fibres keratiniques en milieu alcalin mettant en ×uvre des paraaminophenols substitues en position 2 en association avec le 6- ou 7-hydroxyindole et compositions mises en ×uvre dans le procede

Publications (2)

Publication Number Publication Date
EP0593711A1 EP0593711A1 (de) 1994-04-27
EP0593711B1 true EP0593711B1 (de) 1996-06-12

Family

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Application Number Title Priority Date Filing Date
EP93909002A Expired - Lifetime EP0593711B1 (de) 1992-04-09 1993-04-07 Verfahren zur färbung von keratinfasern in alkalischem milieu mit hilfe von 2-substituierten para-aminophenolen in kombination mit 6- oder 7- hydroxyindol, und entsprechende zusammensetzungen

Country Status (10)

Country Link
EP (1) EP0593711B1 (de)
JP (1) JPH06508376A (de)
AT (1) ATE139115T1 (de)
AU (1) AU672400B2 (de)
CA (1) CA2110496A1 (de)
DE (1) DE69303142T2 (de)
ES (1) ES2088280T3 (de)
FR (1) FR2689761B1 (de)
WO (1) WO1993020794A1 (de)
ZA (1) ZA932494B (de)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4865987B2 (ja) * 2003-10-06 2012-02-01 花王株式会社 染毛剤組成物
JP2004123759A (ja) * 2004-01-13 2004-04-22 Kao Corp 染毛剤組成物
DE102004005768A1 (de) * 2004-02-05 2005-08-25 Wella Ag Perlglänzendes Färbemittel für Keratinfasern
FR2870730B1 (fr) * 2004-05-28 2006-07-14 Oreal Composition pour le traitement de fibres keratiniques comprenant un compose polycarboxylique particulier et une base d'oxydation et/ou un coupleur heterocycliques, procedes la mettant en oeuvre et dispositif

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
LU87337A1 (fr) * 1988-09-12 1990-04-06 Oreal Compositions tinctoriales pour fibres keratiniques contenant des precurseurs de colorants par oxydation et des coupleurs indoliques et procedes de teinture mettant en oeuvre ces compositions
LU87336A1 (fr) * 1988-09-12 1990-04-06 Oreal Procede de teinture des fibres keratiniques avec un monohydroxyindole associe a un iodure et compositions mises en oeuvre
FR2637282B1 (fr) * 1988-09-13 1990-12-07 Oreal Para-aminophenols 2-substitues et leur utilisation pour la teinture des fibres keratiniques
DE3914253A1 (de) * 1989-04-29 1990-10-31 Wella Ag Oxidationshaarfaerbemittel auf der basis von 4-aminophenol-derivaten sowie neue 4-aminophenol-derivate
FR2659228B1 (fr) * 1990-03-08 1994-10-14 Oreal Procede de teinture des fibres keratiniques avec des 6 ou 7-monohydroxy-indoles a ph acide et compositions mises en óoeuvre.

Also Published As

Publication number Publication date
JPH06508376A (ja) 1994-09-22
AU672400B2 (en) 1996-10-03
ZA932494B (en) 1993-11-01
EP0593711A1 (de) 1994-04-27
DE69303142T2 (de) 1996-10-10
AU3956393A (en) 1993-11-18
ES2088280T3 (es) 1996-08-01
CA2110496A1 (fr) 1993-10-28
ATE139115T1 (de) 1996-06-15
FR2689761A1 (fr) 1993-10-15
WO1993020794A1 (fr) 1993-10-28
FR2689761B1 (fr) 1995-06-23
DE69303142D1 (de) 1996-07-18

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